# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 16:43:45 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 3-[(3~{R})-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCn1c2CC[C@H](Cc2c3ccccc13)N[S](=O)(=O)c4ccc(F)cc4
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 A8X  A8X  '3-[(3~{R})-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]propanoic acid'  ligand  50  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A8X
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 A8X  F    F  F     0  -0.302   4.9507  -3.6406  -0.5218
 A8X  C11  C  CH2   0  -0.490  -0.3163   2.3705  -0.3055
 A8X  C12  C  CH1   0  -0.096   0.8600   1.4009  -0.1834
 A8X  C16  C  CR6   0   0.550   4.6129  -2.3795  -0.2400
 A8X  C15  C  CR16  0  -0.397   3.7969  -2.1356   0.8487
 A8X  C14  C  CR16  0  -0.217   3.4486  -0.8256   1.1361
 A8X  C17  C  CR16  0  -0.399   5.0966  -1.3662  -1.0488
 A8X  C18  C  CR16  0  -0.215   4.7441  -0.0600  -0.7586
 A8X  C13  C  CR6   0  -0.214   3.9216   0.2023   0.3307
 A8X  S    S  S     0   1.372   3.3960   1.8660   0.6341
 A8X  O2   O  OS    0  -0.653   2.9246   1.9256   2.0078
 A8X  O3   O  OS    0  -0.657   4.4431   2.7650   0.1792
 A8X  N1   N  NC1   0  -0.741   2.1063   2.1511  -0.3348
 A8X  C19  C  CH2   0  -0.448   0.7455   0.2583  -1.1949
 A8X  C20  C  CH2   0  -0.523  -0.4900  -0.6041  -0.9373
 A8X  C3   C  CR5   0   0.327  -1.6604   0.2726  -0.6642
 A8X  C4   C  CR5   0  -0.039  -1.5954   1.6062  -0.3814
 A8X  C5   C  CR56  0   0.049  -2.9374   2.0518  -0.1779
 A8X  C10  C  CR56  0   0.345  -3.7692   0.9223  -0.3486
 A8X  C9   C  CR16  0  -0.317  -5.1527   0.9977  -0.2067
 A8X  C8   C  CR16  0  -0.284  -5.6988   2.2315   0.1020
 A8X  C7   C  CR16  0  -0.270  -4.8897   3.3652   0.2708
 A8X  C6   C  CR16  0  -0.382  -3.5161   3.2856   0.1333
 A8X  N    N  NR5   0  -0.598  -2.9702  -0.1485  -0.6571
 A8X  C2   C  CH2   0  -0.321  -3.4252  -1.5132  -0.7682
 A8X  C1   C  CH2   0  -0.592  -3.4840  -2.1956   0.5925
 A8X  C    C  C     0   0.557  -4.0129  -3.6000   0.5141
 A8X  O    O  O     0  -0.443  -4.3859  -4.1399  -0.4974
 A8X  O1   O  OH1   0  -0.593  -4.0257  -4.1881   1.7040
 A8X  H2   H  HCH2  0   0.239  -0.1803   2.9985  -1.1937
 A8X  H3   H  HCH1  0   0.269   0.8438   0.9794   0.8260
 A8X  H4   H  HCR6  0   0.297   3.4420  -2.9502   1.4655
 A8X  H5   H  HCR6  0   0.296   2.8138  -0.6202   1.9869
 A8X  H6   H  HCR6  0   0.298   5.7379  -1.5917  -1.8902
 A8X  H7   H  HCR6  0   0.296   5.1170   0.7402  -1.3833
 A8X  H8   H  HNC1  0   0.413   2.3689   2.3613  -1.2923
 A8X  H9   H  HCH2  0   0.246   0.6974   0.6812  -2.2031
 A8X  H10  H  HCH2  0   0.253   1.6352  -0.3718  -1.1562
 A8X  H11  H  HCH2  0   0.267  -0.6673  -1.2503  -1.8007
 A8X  H12  H  HCH2  0   0.257  -0.3121  -1.2755  -0.0896
 A8X  H13  H  HCR6  0   0.260  -5.7878   0.1294  -0.3310
 A8X  H14  H  HCR6  0   0.248  -6.7712   2.3217   0.2168
 A8X  H15  H  HCR6  0   0.245  -5.3509   4.3135   0.5150
 A8X  H16  H  HCR6  0   0.240  -2.8979   4.1650   0.2691
 A8X  H17  H  HCH2  0   0.275  -4.4061  -1.5112  -1.2438
 A8X  H18  H  HCH2  0   0.276  -2.7568  -2.0510  -1.4399
 A8X  H19  H  HCH2  0   0.292  -2.4921  -2.2231   1.0520
 A8X  H20  H  HCH2  0   0.293  -4.1153  -1.6256   1.2808
 A8X  H21  H  HOH1  0   0.481  -4.3738  -5.0890   1.6249
 A8X  H1   H  HCH2  0   0.251  -0.3137   3.0486   0.5517

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 A8X  C17  C18  aromatic  1.384  0.020  1.384
 A8X  C17  C16  aromatic  1.384  0.020  1.384
 A8X  C18  C13  aromatic  1.390  0.020  1.390
 A8X  O3   S    double    1.453  0.020  1.453
 A8X  F    C16  single    1.336  0.020  1.336
 A8X  C16  C15  aromatic  1.382  0.020  1.382
 A8X  C13  S    single    1.771  0.020  1.771
 A8X  C13  C14  aromatic  1.389  0.020  1.389
 A8X  S    N1   single    1.638  0.020  1.638
 A8X  S    O2   double    1.453  0.020  1.453
 A8X  N1   C12  single    1.463  0.020  1.463
 A8X  C15  C14  aromatic  1.386  0.020  1.386
 A8X  C19  C12  single    1.530  0.020  1.530
 A8X  C19  C20  single    1.529  0.020  1.529
 A8X  C12  C11  single    1.529  0.020  1.529
 A8X  C11  C4   single    1.492  0.020  1.492
 A8X  C20  C3   single    1.488  0.020  1.488
 A8X  C4   C3   aromatic  1.365  0.020  1.365
 A8X  C4   C5   aromatic  1.429  0.020  1.429
 A8X  C3   N    aromatic  1.376  0.020  1.376
 A8X  C2   N    single    1.443  0.020  1.443
 A8X  C2   C1   single    1.523  0.020  1.523
 A8X  C5   C6   aromatic  1.398  0.020  1.398
 A8X  C5   C10  aromatic  1.413  0.020  1.413
 A8X  N    C10  aromatic  1.371  0.020  1.371
 A8X  C6   C7   aromatic  1.383  0.020  1.383
 A8X  C1   C    single    1.503  0.020  1.503
 A8X  C10  C9   aromatic  1.393  0.020  1.393
 A8X  O    C    double    1.206  0.020  1.206
 A8X  C    O1   single    1.327  0.020  1.327
 A8X  C7   C8   aromatic  1.403  0.020  1.403
 A8X  C9   C8   aromatic  1.384  0.020  1.384
 A8X  C11  H1   single    0.970  0.020  1.090
 A8X  C11  H2   single    0.970  0.020  1.090
 A8X  C12  H3   single    0.970  0.020  1.090
 A8X  C15  H4   single    0.930  0.020  1.080
 A8X  C14  H5   single    0.930  0.020  1.080
 A8X  C17  H6   single    0.930  0.020  1.080
 A8X  C18  H7   single    0.930  0.020  1.080
 A8X  N1   H8   single    0.890  0.020  1.040
 A8X  C19  H9   single    0.970  0.020  1.090
 A8X  C19  H10  single    0.970  0.020  1.090
 A8X  C20  H11  single    0.970  0.020  1.090
 A8X  C20  H12  single    0.970  0.020  1.090
 A8X  C9   H13  single    0.930  0.020  1.080
 A8X  C8   H14  single    0.930  0.020  1.080
 A8X  C7   H15  single    0.930  0.020  1.080
 A8X  C6   H16  single    0.930  0.020  1.080
 A8X  C2   H17  single    0.970  0.020  1.090
 A8X  C2   H18  single    0.970  0.020  1.090
 A8X  C1   H19  single    0.970  0.020  1.090
 A8X  C1   H20  single    0.970  0.020  1.090
 A8X  O1   H21  single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 A8X  H2   C11  H1   106.24  3.000
 A8X  H2   C11  C4   111.01  3.000
 A8X  H1   C11  C4   111.08  3.000
 A8X  H2   C11  C12  109.42  3.000
 A8X  H1   C11  C12  109.20  3.000
 A8X  C4   C11  C12  109.80  3.000
 A8X  H3   C12  C19  108.73  3.000
 A8X  H3   C12  N1   107.80  3.000
 A8X  C19  C12  N1   112.23  3.000
 A8X  H3   C12  C11  107.85  3.000
 A8X  C19  C12  C11  111.29  3.000
 A8X  N1   C12  C11  108.79  3.000
 A8X  C17  C16  C15  122.51  3.000
 A8X  C15  C16  F    118.83  3.000
 A8X  C17  C16  F    118.66  3.000
 A8X  H4   C15  C14  120.74  3.000
 A8X  H4   C15  C16  120.66  3.000
 A8X  C14  C15  C16  118.60  3.000
 A8X  H5   C14  C13  121.04  3.000
 A8X  H5   C14  C15  119.37  3.000
 A8X  C13  C14  C15  119.59  3.000
 A8X  H6   C17  C18  120.73  3.000
 A8X  H6   C17  C16  120.62  3.000
 A8X  C18  C17  C16  118.66  3.000
 A8X  H7   C18  C13  121.14  3.000
 A8X  H7   C18  C17  119.30  3.000
 A8X  C13  C18  C17  119.56  3.000
 A8X  S    C13  C18  119.16  3.000
 A8X  S    C13  C14  119.66  3.000
 A8X  C18  C13  C14  121.09  3.000
 A8X  N1   S    O3   105.93  3.000
 A8X  N1   S    O2   107.25  3.000
 A8X  O3   S    O2   120.28  3.000
 A8X  O2   S    C13  107.26  3.000
 A8X  N1   S    C13  107.21  3.000
 A8X  O3   S    C13  108.28  3.000
 A8X  H8   N1   S    112.98  3.000
 A8X  H8   N1   C12  115.11  3.000
 A8X  S    N1   C12  121.36  3.000
 A8X  H10  C19  H9   106.96  3.000
 A8X  H10  C19  C20  109.11  3.000
 A8X  H9   C19  C20  109.74  3.000
 A8X  H10  C19  C12  110.29  3.000
 A8X  H9   C19  C12  108.88  3.000
 A8X  C20  C19  C12  111.73  3.000
 A8X  H12  C20  H11  105.98  3.000
 A8X  H12  C20  C3   110.29  3.000
 A8X  H11  C20  C3   111.45  3.000
 A8X  H12  C20  C19  110.17  3.000
 A8X  H11  C20  C19  109.36  3.000
 A8X  C3   C20  C19  109.53  3.000
 A8X  N    C3   C4   110.08  3.000
 A8X  N    C3   C20  124.72  3.000
 A8X  C4   C3   C20  125.20  3.000
 A8X  C5   C4   C3   106.83  3.000
 A8X  C5   C4   C11  129.67  3.000
 A8X  C3   C4   C11  123.49  3.000
 A8X  C6   C5   C10  119.26  3.000
 A8X  C10  C5   C4   106.64  3.000
 A8X  C6   C5   C4   134.10  3.000
 A8X  N    C10  C9   130.09  3.000
 A8X  C9   C10  C5   121.94  3.000
 A8X  N    C10  C5   107.96  3.000
 A8X  H13  C9   C8   120.60  3.000
 A8X  H13  C9   C10  121.83  3.000
 A8X  C8   C9   C10  117.57  3.000
 A8X  H14  C8   C7   119.43  3.000
 A8X  H14  C8   C9   119.26  3.000
 A8X  C7   C8   C9   121.31  3.000
 A8X  H15  C7   C6   119.74  3.000
 A8X  H15  C7   C8   119.30  3.000
 A8X  C6   C7   C8   120.96  3.000
 A8X  H16  C6   C7   120.51  3.000
 A8X  H16  C6   C5   120.54  3.000
 A8X  C7   C6   C5   118.96  3.000
 A8X  C2   N    C10  124.91  3.000
 A8X  C10  N    C3   108.47  3.000
 A8X  C2   N    C3   126.11  3.000
 A8X  H18  C2   H17  106.50  3.000
 A8X  H18  C2   C1   110.68  3.000
 A8X  H17  C2   C1   110.84  3.000
 A8X  H18  C2   N    108.72  3.000
 A8X  H17  C2   N    108.40  3.000
 A8X  C1   C2   N    111.54  3.000
 A8X  H20  C1   H19  105.79  3.000
 A8X  H20  C1   C    108.46  3.000
 A8X  H19  C1   C    108.53  3.000
 A8X  H20  C1   C2   110.54  3.000
 A8X  H19  C1   C2   110.58  3.000
 A8X  C    C1   C2   112.69  3.000
 A8X  O1   C    O    123.41  3.000
 A8X  O1   C    C1   111.76  3.000
 A8X  O    C    C1   124.83  3.000
 A8X  H21  O1   C    110.01  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 A8X  CONST_01  C13  C18  C17  C16    0.00   0.0  0
 A8X  CONST_02  C13  C14  C15  C16    0.00   0.0  0
 A8X  CONST_03  C18  C17  C16  C15    0.00   0.0  0
 A8X  CONST_04  C18  C13  C14  C15    0.00   0.0  0
 A8X  CONST_05  C17  C18  C13  C14    0.00   0.0  0
 A8X  CONST_06  C17  C16  C15  C14    0.00   0.0  0
 A8X  CONST_07  C6   C5   C4   C3   180.00   0.0  0
 A8X  CONST_08  C10  C5   C4   C3     0.00   0.0  0
 A8X  CONST_09  C5   C10  N    C3     0.00   0.0  0
 A8X  CONST_10  C9   C10  N    C3   180.00   0.0  0
 A8X  CONST_11  C10  N    C3   C4     0.00   0.0  0
 A8X  CONST_12  C7   C6   C5   C4   180.00   0.0  0
 A8X  CONST_13  N    C10  C5   C4     0.00   0.0  0
 A8X  CONST_14  C9   C10  C5   C4   180.00   0.0  0
 A8X  CONST_15  N    C3   C4   C5     0.00   0.0  0
 A8X  CONST_16  C8   C7   C6   C5     0.00   0.0  0
 A8X  CONST_17  C8   C9   C10  C5     0.00   0.0  0
 A8X  CONST_18  C7   C6   C5   C10    0.00   0.0  0
 A8X  CONST_19  C7   C8   C9   C10    0.00   0.0  0
 A8X  CONST_20  C6   C5   C10  C9     0.00   0.0  0
 A8X  CONST_21  C6   C7   C8   C9     0.00   0.0  0
 A8X  CONST_22  N    C10  C9   C8   180.00   0.0  0
 A8X  CONST_23  N    C10  C5   C6   180.00   0.0  0
 A8X  CONST_24  C18  C17  C16  F    180.00   0.0  0
 A8X  CONST_25  C14  C15  C16  F    180.00   0.0  0
 A8X  CONST_26  S    C13  C14  C15  180.00   0.0  0
 A8X  CONST_27  S    C13  C18  C17  180.00   0.0  0
 A8X  CONST_28  C2   N    C3   C20    0.00   0.0  0
 A8X  CONST_29  C2   N    C3   C4   180.00   0.0  0
 A8X  CONST_30  C2   N    C10  C5   180.00   0.0  0
 A8X  CONST_31  C2   N    C10  C9     0.00   0.0  0
 A8X  CONST_32  H7   C18  C17  C16  180.00   0.0  0
 A8X  CONST_33  H5   C14  C15  C16  180.00   0.0  0
 A8X  CONST_34  H6   C17  C16  C15  180.00   0.0  0
 A8X  CONST_35  H4   C15  C16  C17  180.00   0.0  0
 A8X  CONST_36  H16  C6   C5   C4     0.00   0.0  0
 A8X  CONST_37  H15  C7   C6   C5   180.00   0.0  0
 A8X  CONST_38  H13  C9   C10  C5   180.00   0.0  0
 A8X  CONST_39  H14  C8   C9   C10  180.00   0.0  0
 A8X  CONST_40  H21  O1   C    C1   180.00   0.0  0
 A8X  Var_01    C3   C20  C19  C12   44.32  30.0  1
 A8X  Var_02    C3   C4   C11  C12  -16.25  30.0  1
 A8X  Var_03    C4   C3   C20  C19  -13.90  30.0  1
 A8X  Var_04    C13  S    N1   C12   63.41  30.0  2
 A8X  Var_05    O3   S    C13  C14  152.16  30.0  2
 A8X  Var_06    C1   C2   N    C3    87.11  30.0  1
 A8X  Var_07    C    C1   C2   N    177.46  30.0  3
 A8X  Var_08    O    C    C1   C2    -1.65  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 A8X  chir_01  C12  N1  C19  C11  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 A8X  plan-1  F    0.020
 A8X  plan-1  C16  0.020
 A8X  plan-1  C15  0.020
 A8X  plan-1  C14  0.020
 A8X  plan-1  C17  0.020
 A8X  plan-1  C18  0.020
 A8X  plan-1  C13  0.020
 A8X  plan-1  S    0.020
 A8X  plan-1  H4   0.020
 A8X  plan-1  H5   0.020
 A8X  plan-1  H6   0.020
 A8X  plan-1  H7   0.020
 A8X  plan-2  C11  0.020
 A8X  plan-2  C20  0.020
 A8X  plan-2  C3   0.020
 A8X  plan-2  C4   0.020
 A8X  plan-2  C5   0.020
 A8X  plan-2  C10  0.020
 A8X  plan-2  C9   0.020
 A8X  plan-2  C8   0.020
 A8X  plan-2  C7   0.020
 A8X  plan-2  C6   0.020
 A8X  plan-2  N    0.020
 A8X  plan-2  C2   0.020
 A8X  plan-2  H13  0.020
 A8X  plan-2  H14  0.020
 A8X  plan-2  H15  0.020
 A8X  plan-2  H16  0.020
 A8X  plan-3  C1   0.020
 A8X  plan-3  C    0.020
 A8X  plan-3  O    0.020
 A8X  plan-3  O1   0.020
 A8X  plan-3  H21  0.020

